The 25 Best Small Towns to Retire in Vermont

Ranked on The Town Files lifestyle rankings among 72 towns of 500–10,000 people in Vermont. #1 is Woodstock, VT.

1. 25Chester, Vermont

   Better for retirees than 60% of Vermont towns

   Chester is a town of 3,005 people in Windsor County, Vermont. It also ranks quieter than 72% of Vermont towns.

   3,005 people · Windsor County · median home $232,900 · income $62,125 · Jan low 11°F · 83 in snow

   Full Chester, Vermont profile: weather, storms, schools, jobs →

2. 24Westminster, Vermont

   Better for retirees than 60% of Vermont towns

   Westminster is a town of 3,016 people in Windham County, Vermont. It also ranks better for first-time buyers than 99% of Vermont towns and more upscale than 74% of Vermont towns.

   3,016 people · Windham County · median home $273,800 · income $71,491 · Jan low 13°F · 60 in snow

   Full Westminster, Vermont profile: weather, storms, schools, jobs →

3. 23Montpelier, Vermont

   Better for retirees than 60% of Vermont towns

   Montpelier is a city of 8,074 people in Washington County, Vermont. It also ranks hipper than 99% of Vermont towns and more walkable than 98% of Vermont towns.

   8,074 people · Washington County · median home $375,100 · income $81,030 · Jan low 7°F · 126 in snow

   Full Montpelier, Vermont profile: weather, storms, schools, jobs →

4. 22Jericho, Vermont

   Better for retirees than 61% of Vermont towns

   Jericho is a town of 5,104 people in Chittenden County, Vermont. It also ranks better for families than 99% of Vermont towns and more upscale than 97% of Vermont towns.

   5,104 people · Chittenden County · median home $493,100 · income $116,923 · Jan low 10°F · 86 in snow

   Full Jericho, Vermont profile: weather, storms, schools, jobs →

5. 21Morristown, Vermont

   Better for retirees than 65% of Vermont towns

   Morristown is a town of 5,434 people in Lamoille County, Vermont. It also ranks better for young professionals than 98% of Vermont towns and better for first-time buyers than 95% of Vermont towns.

   5,434 people · Lamoille County · median home $298,600 · income $66,273 · Jan low 5°F · 139 in snow

   Full Morristown, Vermont profile: weather, storms, schools, jobs →

6. 20Norwich, Vermont

   Better for retirees than 67% of Vermont towns

   Norwich is a town of 3,612 people in Windsor County, Vermont. It also ranks more upscale than 100% of Vermont towns and better for families than 97% of Vermont towns.

   3,612 people · Windsor County · median home $637,500 · income $140,313 · Jan low 6°F · 61 in snow

   Full Norwich, Vermont profile: weather, storms, schools, jobs →

7. 19Pittsford, Vermont

   Better for retirees than 68% of Vermont towns

   Pittsford is a town of 2,862 people in Rutland County, Vermont. It also ranks easier by car than 92% of Vermont towns and more of a college town than 73% of Vermont towns.

   2,862 people · Rutland County · median home $197,000 · income $69,705 · Jan low 8°F · 83 in snow

   Full Pittsford, Vermont profile: weather, storms, schools, jobs →

8. 18Windsor, Vermont

   Better for retirees than 69% of Vermont towns

   Windsor is a town of 3,559 people in Windsor County, Vermont. It also ranks more walkable than 91% of Vermont towns.

   3,559 people · Windsor County · median home $207,500 · income $52,484 · Jan low 11°F · 77 in snow

   Full Windsor, Vermont profile: weather, storms, schools, jobs →

9. 17East Montpelier, Vermont

   Better for retirees than 72% of Vermont towns

   East Montpelier is a town of 2,598 people in Washington County, Vermont. It also ranks hipper than 89% of Vermont towns and better for cycling than 84% of Vermont towns.

   2,598 people · Washington County · median home $378,700 · income $92,778 · Jan low 3°F · 126 in snow

   Full East Montpelier, Vermont profile: weather, storms, schools, jobs →

10. 16Shaftsbury, Vermont

    Better for retirees than 77% of Vermont towns

    Shaftsbury is a town of 3,598 people in Bennington County, Vermont. It also ranks better for first-time buyers than 100% of Vermont towns and more upscale than 91% of Vermont towns.

    3,598 people · Bennington County · median home $267,300 · income $86,071 · Jan low 13°F · 75 in snow

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11. 15Northfield, Vermont

    Better for retirees than 77% of Vermont towns

    Northfield is a community of 3,757 people in Washington County, Vermont. It also ranks better for young professionals than 99% of Vermont towns and more of a college town than 97% of Vermont towns.

    3,757 people · Washington County · median home $241,400 · income $60,789 · Jan low 6°F · 76 in snow

    Full Northfield, Vermont profile: weather, storms, schools, jobs →

12. 14Northfield, Vermont

    Better for retirees than 77% of Vermont towns

    

    Northfield is a town of 5,918 people in Washington County, Vermont. It also ranks better for young professionals than 98% of Vermont towns and more of a college town than 95% of Vermont towns.

    5,918 people · Washington County · median home $274,400 · income $71,768 · Jan low 6°F · 76 in snow

    Full Northfield, Vermont profile: weather, storms, schools, jobs →

13. 13Bradford, Vermont

    Better for retirees than 80% of Vermont towns

    

    Bradford is a town of 2,790 people in Orange County, Vermont. It also ranks more walkable than 83% of Vermont towns and hipper than 73% of Vermont towns.

    2,790 people · Orange County · median home $258,600 · income $108,162 · Jan low 4°F · 66 in snow

    Full Bradford, Vermont profile: weather, storms, schools, jobs →

14. 12Charlotte, Vermont

    Better for retirees than 81% of Vermont towns

    Charlotte is a town of 3,912 people in Chittenden County, Vermont. It also ranks better for families than 100% of Vermont towns and more upscale than 98% of Vermont towns.

    3,912 people · Chittenden County · median home $695,300 · income $144,375 · Jan low 13°F · 88 in snow

    Full Charlotte, Vermont profile: weather, storms, schools, jobs →

15. 11Castleton, Vermont

    Better for retirees than 81% of Vermont towns

    Castleton is a town of 4,458 people in Rutland County, Vermont. It also ranks more of a college town than 98% of Vermont towns and better for young professionals than 92% of Vermont towns.

    4,458 people · Rutland County · median home $224,800 · income $73,854 · Jan low 8°F · 76 in snow

    Full Castleton, Vermont profile: weather, storms, schools, jobs →

16. 10Shelburne, Vermont

    Better for retirees than 83% of Vermont towns

    Shelburne is a community of 6,178 people in Chittenden County, Vermont. It also ranks more upscale than 98% of Vermont towns and better transit than 90% of Vermont towns.

    6,178 people · Chittenden County · median home $553,200 · income $109,583 · Jan low 13°F · 88 in snow

    Full Shelburne, Vermont profile: weather, storms, schools, jobs →

17. 9Shelburne, Vermont

    Better for retirees than 83% of Vermont towns

    

    Shelburne is a town of 7,717 people in Chittenden County, Vermont. It also ranks more upscale than 98% of Vermont towns and better transit than 89% of Vermont towns.

    7,717 people · Chittenden County · median home $588,100 · income $115,963 · Jan low 13°F · 88 in snow

    Full Shelburne, Vermont profile: weather, storms, schools, jobs →

18. 8Thetford, Vermont

    Better for retirees than 89% of Vermont towns

    Thetford is a town of 2,775 people in Orange County, Vermont. It also ranks more upscale than 88% of Vermont towns and better for cycling than 86% of Vermont towns.

    2,775 people · Orange County · median home $329,500 · income $88,045 · Jan low 6°F · 61 in snow

    Full Thetford, Vermont profile: weather, storms, schools, jobs →

19. 7Ferrisburgh, Vermont

    Better for retirees than 90% of Vermont towns

    Ferrisburgh is a town of 2,646 people in Addison County, Vermont. It also ranks better for a vacation home than 99% of Vermont towns and better for families than 93% of Vermont towns.

    2,646 people · Addison County · median home $422,700 · income $106,989 · Jan low 9°F · 79 in snow

    Full Ferrisburgh, Vermont profile: weather, storms, schools, jobs →

20. 6Hinesburg, Vermont

    Better for retirees than 91% of Vermont towns

    Hinesburg is a town of 4,698 people in Chittenden County, Vermont. It also ranks more upscale than 94% of Vermont towns and better for families than 82% of Vermont towns.

    4,698 people · Chittenden County · median home $463,400 · income $112,539 · Jan low 13°F · 96 in snow

    Full Hinesburg, Vermont profile: weather, storms, schools, jobs →

21. 5Randolph, Vermont

    Better for retirees than 91% of Vermont towns

    Randolph is a town of 4,774 people in Orange County, Vermont. It also ranks more of a college town than 100% of Vermont towns and better for young professionals than 96% of Vermont towns.

    4,774 people · Orange County · median home $278,700 · income $76,758 · Jan low 7°F · 81 in snow

    Full Randolph, Vermont profile: weather, storms, schools, jobs →

22. 4Waterbury, Vermont

    Better for retirees than 94% of Vermont towns

    Waterbury is a town of 5,331 people in Washington County, Vermont. It also ranks more upscale than 96% of Vermont towns and better for young professionals than 95% of Vermont towns.

    5,331 people · Washington County · median home $447,200 · income $103,917 · Jan low 8°F · 126 in snow

    Full Waterbury, Vermont profile: weather, storms, schools, jobs →

23. 3Stowe, Vermont

    Better for retirees than 95% of Vermont towns

    Stowe is a town of 5,223 people in Lamoille County, Vermont. It also ranks hipper than 95% of Vermont towns and better for a vacation home than 95% of Vermont towns.

    5,223 people · Lamoille County · median home $647,800 · income $93,618 · Jan low 6°F · 235 in snow

    Full Stowe, Vermont profile: weather, storms, schools, jobs →

24. 2Richmond, Vermont

    Better for retirees than 96% of Vermont towns

    Richmond is a town of 4,167 people in Chittenden County, Vermont. It also ranks more upscale than 99% of Vermont towns and better for families than 92% of Vermont towns.

    4,167 people · Chittenden County · median home $432,200 · income $108,235 · Jan low 13°F · 124 in snow

    Full Richmond, Vermont profile: weather, storms, schools, jobs →

25. 1Woodstock, Vermont

    Better for retirees than 98% of Vermont towns

    

    Woodstock is a town of 3,005 people in Windsor County, Vermont. It also ranks better transit than 99% of Vermont towns and more upscale than 95% of Vermont towns.

    3,005 people · Windsor County · median home $582,000 · income $120,938 · Jan low 7°F · 78 in snow

    Full Woodstock, Vermont profile: weather, storms, schools, jobs →

Price vs ranking

More Vermont rankings

• The 12 Quietest Small Towns in Vermont
• The 25 Most Affordable Small Towns in Vermont
• The 17 Best Small Towns for Families in Vermont
• 25 Small Towns in Vermont With the Cheapest Homes
• 25 Small Towns in Vermont With the Mildest Winters
• The 25 Most Walkable Small Towns in Vermont
• The 25 Best Small Towns for First-Time Home Buyers in Vermont

Same ranking, other places

• The 50 Best Small Towns to Retire in America
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• The 25 Best Small Towns to Retire in New York
• The 25 Best Small Towns to Retire in Michigan
• The 25 Best Small Towns to Retire in Texas
• The 25 Best Small Towns to Retire in California
• The 25 Best Small Towns to Retire in New Jersey
• The 25 Best Small Towns to Retire in Florida
• The 25 Best Small Towns to Retire in Wisconsin
• The 25 Best Small Towns to Retire in Ohio